Holiday rentals in Lakeland Highlands

5.0 out of 5 average rating, 39 reviews

Christina Casa - a South Lakeland Getaway

Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

The exterior of a spacious house is displayed, surrounded by lush green grass and mature trees. A pathway leads to the entrance, flanked by shrubbery. Bright daylight emphasizes the clean lines of the house and the inviting front porch.

4.98 out of 5 average rating, 46 reviews

Tranquility! Cozy and quiet home

Spacious house on a quiet street where you can relax and recharge during your central Florida vacation. Sleeps up to 7 people. Guests have access to a full kitchen, a dining room, a large living room and a patio. Guests can also park up to two cars in the enclosed garage and do laundry in the laundry room. Master bedroom has a king size bed, an en-suite bathroom and a walk-in closet for anything you need to store. bedroom two has a king size bed. bedroom three has one queen and one double bed.

A modern two-story house is showcased, featuring a gray exterior and a classic peaked roof. A spacious driveway leads to a garage with multiple windows. Well-kept landscaping includes low shrubs and trees draped in Spanish moss, contributing to the property's inviting curb appeal.

4.94 out of 5 average rating, 18 reviews

South Lakeland Pool Home, Near Streamsong Golf

Spacious 3BR/2.5BA pool home in quiet South Lakeland (Christina neighborhood), sleeps 7. Relax by your private pool after golf, travel, or tournaments. Just 25 min to Streamsong Resort. Loyce Harper Park (baseball/softball, biking) is 2 min away; Christina Park across the street hosts softball tournaments. Eaglebrook Golf & Country Club is nearly walking distance. Minutes from great dining, Bonnet Springs Park, and LEGOLAND. Visit in April for Sun 'N Fun, one of the country's largest air shows!

The outdoor pool area is enclosed by a screened patio, providing a clear view of the calm water reflecting ambient lighting. Surrounding foliage can be seen, contributing to a serene atmosphere. A covered seating area is visible in the background, enhancing the space for relaxation.

4.98 out of 5 average rating, 54 reviews

Spacious Pool Home in South Lakeland

Escape to this peaceful haven with smart TVs, an outdoor patio, and a refreshing pool. Just minutes from the Detroit Tigers' spring training, Lake Hollingsworth, and Downtown Lakeland, it's perfect for a tranquil getaway. Enjoy easy access to I-4, with shopping nearby and Legoland just 20 miles away, plus all major theme parks within a one-hour drive. You'll have full access to the entire 4-bedroom, 2-bath home for your comfort and privacy, though the garage is not accessible during your stay.

Villa in Lakeland Highlands

5/3 Luxury Oasis Resort- Pool - Full Gym - Balcony

. Discover a spacious 5-bedroom gem in a prime Lakeland location. This beautiful home sits on a private 1 acre lot, features a sparkling screened pool , a specious backyard, a complete gym to keep you active and a BBQ grill area. Perfect for large families vacationing, visiting family or to host your unforgettable event/family gathering (only under approval) with plenty of parking! With easy access to restaurants, grocery, I4, Disney. This home was Designed to create memorable stays

4.95 out of 5 average rating, 22 reviews

The open living area features a comfortable sofa set, a stylish area rug, and large windows allowing natural light to fill the space. An island kitchen with contemporary bar seating and modern appliances is visible, creating a seamless flow between dining and living spaces.

4.98 out of 5 average rating, 182 reviews

Gorgeous Gem in the Heart of Lakeland

LOCATION, LOCATION! This gorgeous, spacious, newly renovated home is located on one of the most desired and safest streets in all of Lakeland, and steps away from the beautiful Lake Hollingsworth and Trail. Close to the lake, and a short drive to downtown Lakeland, this gem is in the perfect location! This home features zero gravity beds, a gourmet kitchen, private laundry, smart TVs and WiFi, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

4.88 out of 5 average rating, 40 reviews

Private Pool + Arcade | Near Hospitals & Downtown

Spacious 4BR Lakeland home with private pool, arcade game room, free parking, king & queen beds, fast Wi-Fi, workspace, full kitchen, and roomy living areas. Near Christina Park, Elite Fall Classic Volleyball Center, Advent Health Field House, ISPS August Heat – Softball, Lake Myrtle Sports Park, Lakeland Square Mall, Downtown Lakeland, Lakeland Linder Airport, Orlando Health Lakeland Highlands Hospital, Watson Clinic, Bonnet Springs Park, First Friday events, and LEGOLAND Florida.

5.0 out of 5 average rating, 18 reviews

The Highland House • Cozy 3BR • Fireplace • Patio

Stylish and spacious, this South Lakeland retreat is the perfect home base for your stay. Enjoy a beautifully updated interior with an open-concept layout, modern kitchen, and cozy living space for relaxing or gathering. With comfortable bedrooms, a large dining area, and plenty of room to unwind, it’s ideal for families, groups, or work trips. Features a screened patio, fenced yard, and keyless entry, all in a quiet neighborhood close to shopping, dining, and local attractions.

The saltwater heated pool is enclosed within a screen patio, surrounded by a well-maintained white fence. Comfortable cushioned seating is visible nearby, along with potted plants adding a touch of greenery. Clear blue skies enhance the peaceful atmosphere of the outdoor space.

4.85 out of 5 average rating, 40 reviews

Relax in Heated Saltwater Pool w/ Screened Lanai

Experience luxury and comfort in this spacious rental featuring a master suite with king bed and en suite bath, fully equipped kitchen, dedicated office, and cozy living areas. Enjoy a heated saltwater pool, outdoor TV, grill, and large fenced yard. All bedrooms have large beds, TVs, and ample storage. Includes free WiFi, private driveway, and welcome snacks. Perfect for families, couples, or business travelers!

Guest house in Lakeland Highlands

Charming Guesthouse

Escape to a beautifully styled South Lakeland retreat, loved by guests for its comfort, peaceful setting, and convenient location. Settle into a cozy, thoughtfully designed space with fast WiFi, relaxing touches, and a quiet neighborhood feel. Spend your days exploring nearby lakes, dining, shopping, and Central Florida attractions, then return home to unwind, recharge, and enjoy a stay that feels effortless.

5.0 out of 5 average rating, 42 reviews

A spacious living area features a sectional sofa with an ottoman and two accent chairs, set on a soft, light rug. A ceiling fan provides cooling, while natural light filters through a large window dressed with sheer curtains. A small side table with a lamp complements the decor.

4.82 out of 5 average rating, 133 reviews

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

A spacious living room features two light-colored sofas facing each other, positioned around a central glass-top coffee table. A modern fireplace is visible with a flat-screen TV mounted above it. Large windows and glass doors invite natural light, leading to the outdoor area.